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ChemicalBook CAS DataBase List ETHYL 6-OXO-3-AZABICYCLO[3.2.1]OCTANE-3-CARBOXYLATE
850991-53-6

ETHYL 6-OXO-3-AZABICYCLO[3.2.1]OCTANE-3-CARBOXYLATE synthesis

1synthesis methods
Spiro[3-azabicyclo[3.2.1]octane-6,2'-[1,3]dioxolane]-3-carboxylic acid, ethyl ester

850991-52-5
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ETHYL 6-OXO-3-AZABICYCLO[3.2.1]OCTANE-3-CARBOXYLATE

850991-53-6
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Yield:850991-53-6 64%

Reaction Conditions:

with sulfuric acid in water; for 1 h;

Steps:

9 Ethyl 6-oxo-3-azabicyclo [3.2. 1] octane-3-carboxylate

A 2% solution of aqueous sulfuric acid (100 ml) was added to ethyl 6-oxo-3-azabicyclo [3.2. 1] octane-3-carboxylate ethylene ketal (6.72 g, 27.9 mmol) and the mixture was allowed to stir for 1 h. The mixture was then extracted with ethyl acetate (2 x 100 ml). The combined organic layers were dried over potassium carbonate, filtered, concentrated by rotary evaporation, and then distilled on a Kugelrohr apparatus (0.2 mm Hg, 132-162°C) to yield a clear colorless oil (3.49 g, 64%)

References:

WO2005/37832,2005,A2 Location in patent:Page/Page column 82